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A New One‐Pot Synthetic Approach to the Highly Functionalized ( Z )‐2‐(Buta‐1,3‐dienyl)phenols and 2‐Methyl‐2 H ‐chromenes: Use of Amine, Ruthenium and Base‐Catalysis
Author(s) -
Ramachary Dhevalapally B.,
Narayana Vidadala V.,
Ramakumar Kinthada
Publication year - 2008
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200800472
Subject(s) - chemistry , phenols , ruthenium , metathesis , ring (chemistry) , ring closing metathesis , catalysis , amine gas treating , organic chemistry , combinatorial chemistry , medicinal chemistry , polymerization , polymer
A practical and simple one‐pot multi‐catalysis process for the synthesis of highly substituted benzo[ b ]oxepines 5 , ( Z )‐2‐(buta‐1,3‐dienyl)phenols 6 and 2‐methyl‐2 H ‐chromenes 7 from simple starting materials was achieved for the first time through ring‐closing metathesis/base‐induced ring opening/[1,7]‐sigmatropic hydrogen shift reactions. The synthesis of privileged ( Z )‐2‐(buta‐1,3‐dienyl)phenols 6 via base‐induced ring opening of highly functionalized benzo[ b ]oxepines 5 is described(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)